Looking at the Calendar I see these regatta's in FL:

Jan 18 - 20: Tradewinds
Jan 31 - Feb 3: Charlotte Harbor Regatta
Feb 15 - 17: St Pete NOOD

You might consider exploring putting it around that time ... you could get some northern sailors that would make the "winter circuit" if they knew they had 3-4 good quality events with boat storage between.